Sodium Hydroxide → 4-chloro-6-(1-naphthyl)-7H-pyrrolo[2,3-d]pyrimidine

HRID 447685노트

반응식

HRID 447685 반응식
[Cl:1][C:2]1[C:3]2[CH:10]=[C:9]([C:11]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH:14]=[CH:13][CH:12]=3)[N:8](S(C3C=CC=CC=3)(=O)=O)[C:4]=2[N:5]=[CH:6][N:7]=1.[OH-].[Na+]>C1COCC1.CO>[Cl:1][C:2]1[C:3]2[CH:10]=[C:9]([C:11]3[C:20]4[C:15](=[CH:16][CH:17]=[CH:18][CH:19]=4)[CH:14]=[CH:13][CH:12]=3)[NH:8][C:4]=2[N:5]=[CH:6][N:7]=1

참가 물질

5

반응물 2

HCID 14798Sodium HydroxideHCID 866187344-chloro-6-(1-naphthyl)-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine

생성물 1

HCID 866187354-chloro-6-(1-naphthyl)-7H-pyrrolo[2,3-d]pyrimidine수율 69.1%

시약·촉매·용매 2

HCID 887Methanol용매HCID 8028Tetrahydrofuran용매

실험 절차

To a stirred solution of 4-chloro-6-(1-naphthyl)-7-(phenylsulfonyl)-7H-pyrrolo[2,3-d]pyrimidine (350 mg, 0.73 mmol) in THF (2.50 mL) was added a solution of NaOH (205 mg, 5.13 mmol) in methanol (1.19 mL), and the mixture was stirred for 15 minutes. After quenching by addition of saturated NH4Cl solution (80.0 mL), the mixture was extracted with ethyl acetate (3×100 mL). The organic layers were combined, dried over MgSO4, filtered, and evaporated under vacuum. The residue was dissolved in a small amount of methanol, and the suspension was filtered through a glass pad filter. The white solid was dried under high to afford the title compound (141 mg, 65%).

후처리

  1. customAfter quenching by addition of saturated NH4Cl solution (80.0 mL)
  2. extractionthe mixture was extracted with ethyl acetate (3×100 mL)
  3. dry with materialdried over MgSO4
  4. filtrationfiltered
  5. customevaporated under vacuum
  6. dissolutionThe residue was dissolved in a small amount of methanol
  7. filtrationthe suspension was filtered through a glass pad
  8. filtrationfilter
  9. customThe white solid was dried under high

출처 및 근거

ORD 기록
ord-b7a2d40dbf0d42e28b35770b6fef7001
출처 데이터셋
uspto-grants-2013_07
특허 번호
US08481550B2

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